I’ve been eating a lot of pineapple lately, both fresh and canned. While I prefer the
taste of fresh pineapple, I appreciate the convenience of the pineapple rounds from
the can. This pineapple upside-down cake recipe uses fresh pineapple rounds,
although you can easily swap this out with canned pineapple.
I use fresh pineapple here, mostly because I’ve found that it holds up much better
on the grill, when you grill it with the core intact.
Grilled Pineapple Upside-Down Cake
Ingredients
- 8 fresh pineapple slices (core still attached (the pineapple core is removed after grilling))
- 2 tsp vegetable oil (for greasing your casserole dish)
- 5 Tbsp salted butter (melted)
- ½ cup + 1 Tbsp brown sugar
- 8 maraschino cherries (drained and patted dry with paper towels)
- 1.75 cups cake flour
- 1.5 tsp baking powder
- 1 tsp baking soda
- 1 tsp Kosher salt
- 7 Tbsp salted butter (softened)
- ¾ cup white granulated sugar
- 2 whole eggs
- ½ cup sour cream
- ¼ cup vegetable oil
- 1 tsp vanilla extract
- ¼ cup whole milk
Instructions
- Preheat your grill to 500F.
- Clean grill grates with a grill brush.
- Cut the rind off your pineapple, and cut 8 rounds from the pineapple
- *The core will be included at this stage of the process, which helps the pineapple rounds stay together when grilled.
- Grill the pineapple on each side, until you get nice grill marks on both sides.
- When the pineapple is grilled, transfer to a cutting board and use a paring knife or
- a small metal ring mold to cut the core out from each pineapple round.
- Preheat the oven to 350F (180C).
- Grease the bottom and sides of a casserole dish lightly with vegetable oil.
- Melt the salted butter, and mix the melted salted butter in a bowl with the brown sugar.
- Pour the butter and sugar mixture into the bottom of the lightly-greased casserole dish.
- Place the grilled pineapple rounds over the surface of the melted butter and brown sugar layer.
- Place the maraschino cherries inside the center of each pineapple round.
- In a medium-sized mixing bowl, combine the cake flour, baking powder, baking
- soda, and Kosher salt, and whisk to evenly distribute the dry ingredients.
- In a large mixing bowl, mix together the softened butter and white granulated
- sugar until they are a uniform consistency.
- *You can use a stand mixer here if that is easier for you. In baking lingo, this is
- called “creaming your butter and sugar together”.
- Whisk in the 2 whole eggs until they are evenly mixed.
- Whisk in the sour cream, vanilla extract, and whole milk until the wet mixture is homogenous.
- Add the dry ingredients into the wet ingredients, and mix well. This is your cake batter.
- Pour the cake batter over the grilled pineapple base you placed in the casserole dish earlier.
- Bake at 350F (180C) for about 45-50 minutes, topping with aluminum foil halfway
- through if the cake starts to take on too much color.
- The cake is done when a toothpick inserted into the center of the cake comes out clean.
- Remove the cake from the oven, and allow it to cool at room temperature for roughly 30 minutes.
- Carefully use a paring knife to make sure the sides of the cake aren’t stuck to the sides of the casserole dish.
- When the cake has mostly cooled, invert the cake carefully onto a serving tray, so
- that the grilled pineapple slices and maraschino cherries are now on top.
- Cut the cake into slices, and serve.